Papers

1998

Cathodic cleavage of 1-trifluoromethyl alkenyl sulfone and sulfoxide

ELECTROCHIMICA ACTA
  • MA Jabbar
  • ,
  • S Bito
  • ,
  • A Kunugi
  • ,
  • H Uno

Volume
43
Number
21-22
First page
3165
Last page
3173
Language
English
Publishing type
Research paper (scientific journal)
DOI
10.1016/S0013-4686(98)00073-5
Publisher
PERGAMON-ELSEVIER SCIENCE LTD

The controlled potential electrolysis of alpha,beta-unsaturated sulfone 2 and sulfoxide 3 bearing a trifluoromethyl group in N,N-dimethylformamide containing excess benzoic acid was subjected to an electroreductive desulfurization to afford the corresponding trifluoromethyl-substituted olefin 4 in good yields. The use of a sacrificial Mg anode resulted in a large increase in the yield of 4. Furthermore, the use of the sacrificial Mg anode in the absence of the acid gave unexpected products 5 and 6 from 2, and 7 and 8 from 3, respectively, with concomitant formation of 4. In the presence of acetic anhydride or carbon dioxide any carbonylated product was not obtained and the simple reduction to 4 occurred predominantly. (C) 1998 Elsevier Science Ltd. All rights reserved.

Link information
DOI
https://doi.org/10.1016/S0013-4686(98)00073-5
CiNii Articles
http://ci.nii.ac.jp/naid/80010493308
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000075658700010&DestApp=WOS_CPL
URL
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=0032313158&origin=inward
ID information
  • DOI : 10.1016/S0013-4686(98)00073-5
  • ISSN : 0013-4686
  • CiNii Articles ID : 80010493308
  • SCOPUS ID : 0032313158
  • Web of Science ID : WOS:000075658700010

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